1,5-Cyclooctadiene Chemical Properties

Melting point:

-69 °C (lit.)

Boiling point:

149-150 °C (lit.)

Density 

0.882 g/mL at 25 °C (lit.)

vapor pressure 

25.8 mm Hg ( 37.7 °C)

refractive index 

n20/D 1.493

Flash point:

89 °F

storage temp. 

2-8°C

solubility 

soluble in Chloroform

form 

Liquid

color 

Clear colorless

Odor Threshold

0.00084ppm

Water Solubility 

780 mg/L (20 ºC)

BRN 

2036542

Stability:

Stable. Flammable.

LogP

3.16 at 20℃

CAS DataBase Reference

111-78-4(CAS DataBase Reference)

NIST Chemistry Reference

1,5-Cyclooctadiene(111-78-4)

EPA Substance Registry System

1,5-Cyclooctadiene (111-78-4)

Safety Information

Hazard Codes 

Xn,N,Xi

Risk Statements 

10-36/38-42/43-65-50/53-22-43-19-20/22-52/53-36/37/38

Safety Statements 

26-36-61-60-16-37/39

RIDADR 

UN 2520 3/PG 3

WGK Germany 

3

RTECS 

GX9620000

F 

10-23

Autoignition Temperature

431 °F

HazardClass 

3.2

PackingGroup 

III

HS Code 

29021990

Hazardous Substances Data

111-78-4(Hazardous Substances Data)

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,5-Cyclooctadiene Usage And Synthesis

Chemical Properties

1,5-Cyclooctadiene is the organic compound with the chemical formula C8H12.It is a colorless liquid with a strong odor. COD has a boiling point of 151°C and a vapor pressure of 6.8mm at 25°C.

Uses

1,5-Cyclooctadiene is generally abbreviated COD, this diene is a useful precursor to other organic compounds and serves as a ligand in organometallic chemistry. 1,5-Cyclooctadiene can be prepared by dimerization of butadiene in the presence of a nickel catalyst, a coproduct being vinylcyclohexene. It is also a chemical intermediate in the production of Nylon.

Chemical Properties

colourless liquid

Uses

Cycloocta-1,5-diene is produced from petroleum distillation fractions and is used as an intermediate in the plastics industry, as a synthetic lubricant, and in numerous other applications.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 3913, 1983 DOI: 10.1016/S0040-4039(00)94312-0

Carcinogenicity

None of the components present in this material at concentrations of 0.1% are listed by IARC, NTP, or OSHA as a carcinogen.

Purification Methods

Purify it by GLC. It has been purified via the AgNO3 salt. This is prepared by shaking with a solution of 50% aqueous AgNO3 w/w several times (e.g. 3 x 50mLand4x50mL) at 70ofor ca 20minutes to get a good separation of layers. The upper layers are combined and further extracted with AgNO3 at 40o (2 x 20 mL). The upper layer (19 mL) of original hydrocarbon mixture gives colourless needles of the AgNO3 complex on cooling. The adduct is recrystallised from MeOH (and cooling to 0o). The hydrocarbon is recovered by steam distilling the salt. The distillate is extracted with Et2O, dried (MgSO4), filtered, evaporated and distilled. [Jones J Chem Soc 312 1954,[Beilstein 5 H 116, 5 IV 403.]

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